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Vacation Rentals & House Rentals in Kissimmee

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457 house rentals

FIVE STAR 3BR Pool Home, ROKU Apps, HBO, GamesRm, WiFi, BBQ,Clean,Disney/Orlando

Kissimmee house

3 bedrooms / 2 bathrooms / sleeps 7

“Great Home, Safe & quiet neighborhood” I will be "Renting this Vacation Home Again" Home was clean. My RATING for this Home and Customer servive is *** A+*****. Beutiful Home. Thank you again Tonya.

Responds fast! avg. 1 hour 37 minutes

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Price per night from

$132

1.5 M to Disney,From $70/nt,3BR 1600 sqft Townhome

Kissimmee apartment

3 bedrooms / 3 bathrooms / sleeps 8

“Spacious family friendly condo close to Disney.” Perfect location to visit Disney. Very spacious with a full kitchen . A great family friendly condo.

Responds fast! avg. 1 hour 32 minutes

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Price per night from

$88

Disney World 2 Miles

Kissimmee condo

2 bedrooms / 2 bathrooms / sleeps 5

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Price per night from

$103

⭐ Near Disney and Other Theme Parks - Comfortable 6 BR ⭐

Kissimmee villa

6 bedrooms / 5 bathrooms / sleeps 14

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Price per night from

$148

Tranquil Holiday Home-Games Room, Private Pool, WiFi, Disney/Orlando

Kissimmee house

4 bedrooms / 3 bathrooms / sleeps 8

“Very good experience my family enjoyed the stay” On arrival the house is nice looking amenities some were out dated game room equipment could have been better condition. The pool was perfect the living room furniture is shabby the bedrooms were fine.The experience was very good my family enjoyed the stay and as a result so did i.

Responds fast! avg. 1 hour 37 minutes

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Price per night from

$144

DEAL! 4BR Pool Home,2 King Masters,ROKU Apps, HBO,GameRm,WiFi,BBQ-Orlando/Disney

Kissimmee house

4 bedrooms / 3 bathrooms / sleeps 9

“great home” great time was had by all, house was spacious and comfortable. the pool was great fun for the kids. would rent again

Responds fast! avg. 1 hour 37 minutes

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$155

Beautiful Disney Home-Private Pool, WiFi, Disney/Orlando

Kissimmee house

4 bedrooms / 2 bathrooms / sleeps 8

“Very nice house, nice pool and pool area” Enjoyed our three week stay at this rental. The house was quite nice and the pool and pool areas were terrific. The house is in a very good neighbourhood but is quite a long way from grocery or retail shopping. Some information in the rental instructions would have been helpful. Property manager was helpful when needed.

Responds fast! avg. 1 hour 37 minutes

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Price per night from

$144

3 Bed Luxurious Villa

Kissimmee house

3 bedrooms / 2 bathrooms / sleeps 6

“Great Family Getaway” This was a beautiful well decorated house. The pictures really did not do it justice, but more than the house we fell in love with the Crescent Lakes community. We were really close to all of the major attractions and shops but out of the hustle and bustle of the city. It honestly felt as if we were in the country. There is wildlife everywhere you turn, from the resident alligator that came to welcome us the first day to the many species of birds. We even saw a deer come out the woods behind the house. The kids really enjoyed it. We took walks everyday from the house to each of Crescent Lakes two parks. There is also 24 security service that drives around. It makes you feel very secure. As for management, I must say they were quick to resolve any issues we had. This was one vacation that we will never forget and are sure to repeat.

Responds fast! avg. 1 hour 37 minutes

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Price per night from

$144

✦Rest in This Phenomenal Family Villa✦Cozy Baby Friendly Rooms = Restful Days✦

Kissimmee townhouse

4 bedrooms / 3 bathrooms / sleeps 10

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$82

Windsor Luxury 9Bd Villa South-faced Pool/Spa BBQ Game Room Minutes to Disney

Kissimmee villa

9 bedrooms / 6 bathrooms / sleeps 22

Responds fast! avg. 2 hours 11 minutes

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Price per night from

$349

Disney Vacation Rental, Private Townhouse in gated community

Kissimmee townhouse

4 bedrooms / 3 bathrooms / sleeps 10

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$127

⭐Great Value Villa w/ Private Pool - Nearby Disney Resort⭐

Kissimmee villa

7 bedrooms / 5 bathrooms / sleeps 18

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Price per night from

$146

Luxury 3BR-South Facing Pool, Lake View, Free Spa Heat, BBQ, Games Room-Disney

Kissimmee house

3 bedrooms / 2 bathrooms / sleeps 7

Responds fast! avg. 1 hour 37 minutes

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Price per night from

$144

Mickeys Masterpiece in Windsor Hills

Kissimmee house

5 bedrooms / 5 bathrooms / sleeps 10

“The house was beautiful” My Family and I really enjoyed this house, the kids love the game room and the pool, I really really love the community, very safe. My Family and I went on our morning walking every morning, and the kids love the club house, they walked to the movies every other day at the club house. I would recommend this house to all my friends. Thanks so much....

Responds fast! avg. 2 hours 7 minutes

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$244

Hapimag Orlando - Lake Berkley Resort

Kissimmee hotel apartment

3 bedrooms / 3 bathrooms / sleeps 6

“Very Pleasant” Excellent location. Access to shopping, restaurants, and other accommodations. Great amenities. Very good stay for my family. Will definitely stay again.

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$236

✦ 3 Bedrooms 3 Bathrooms Town Home - Few Miles to Disney World ✦

Kissimmee townhouse

3 bedrooms / 3 bathrooms / sleeps 7

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$76

5 Star Windsor Hills condo steps from the pool, renovated 2016

Kissimmee condo

3 bedrooms / 2 bathrooms / sleeps 8

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Price per night from

$117

6BR-SF Pool, Free Spa Heat, Games Room, WIFI, BBQ-Disney/Orlando

Kissimmee house

6 bedrooms / 3 bathrooms / sleeps 14

“Awesome Customer Service and Beautiful Home” My family & I stayed at this beautiful home during Hurricane Irma. Tanya the co-owner of this property is simply amazing. She was prompt in replying to e-mails, texts and calls. We had to cancel because of the path of the hurricane and Tanya took care of that quickly and efficiently. Gave me no problems about it. I realize my mistake when the hurricane path shifted so I called her up several hours later and asked to re-book. She is super friendly and professional and took care of everything for me. The house is clean, spacious and pet friendly. It has a large fridge, gas stove, pool, washer/dryer, game room, computer and the master bedroom is huge! Easily fits everyone and then some! I will definitely stay here again when I'm in the area. Book it! You won't regret it. 5 Stars!

Responds fast! avg. 1 hour 37 minutes

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Price per night from

$218

5 Star Rated Disney Adventure Villa at Windsor Hills Luxury Villa New Water Park

Kissimmee villa

6 bedrooms / 4 bathrooms / sleeps 16

“Perfect localtion and great house with a perfect pool.” I'm a rookie at time sharing, but the owner helped me all the way. We saved money by staying here instead of inside Disney. The location was only 10 to 15 minutes for all of the Parks.

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Price per night from

$259

Disney Parks 6 miles away WIFI with HD TV phone

Kissimmee condo

3 bedrooms / 2 bathrooms / sleeps 8

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Price per night from

$94

Amazing - Lakeside Orlando Pool Home! (Pool Heat included from Nov 1 to Mar 31)

Kissimmee house

4 bedrooms / 3 bathrooms / sleeps 8

Responds fast! avg. 49 minutes

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Price per night from

$149

BRIGHT AND LUXURIOUS LAKESIDE 7 BR/5.5 BA VILLA

Kissimmee villa

7 bedrooms / 6 bathrooms / sleeps 16

Responds fast! avg. 2 hours 9 minutes

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Price per night from

$219

Private Villa with Security Gate, Sunset Lakes in Kissimmee

Kissimmee villa

4 bedrooms / 2 bathrooms / sleeps 8

“Fantastic!” This villa was a great place to stay! Close to Disney parks! You do need a car to get around but everything you need is within a short driving distance. It was awesome! The home itself was clean and well maintained. It was great having a private pool to come back to after we went to the park. We would stay again!

Responds fast! avg. 30 minutes

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Price per night from

$141

Florida Sunrise - South Facing Pool, WiFi, Clean and Bright Home-Disney/Orlando

Kissimmee house

3 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 1 hour 37 minutes

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Price per night from

$126

Windsor Luxury 6Bd Villa Southface Pool/Spa BBQ Near Clubhouse Minutes to Disney

Kissimmee villa

6 bedrooms / 5 bathrooms / sleeps 13

Responds fast! avg. 2 hours 11 minutes

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Price per night from

$213

Beautiful 5 bed/3.5 bath-2 En-suites, Free SPA Heat, WiFi, Disney/Universal.

Kissimmee villa

5 bedrooms / 4 bathrooms / sleeps 10

Responds fast! avg. 1 hour 37 minutes

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Price per night from

$172

❤️ Harry Potter Theme room Muggles will Love! Minutes to Disney ❤️

Kissimmee house

3 bedrooms / 2 bathrooms / sleeps 8

“Birthday Trip!” I do believe this might have been the funnest trip I've ever taken in my life. Having every single thing just minutes away from you was such a delight and such a pleasure to not have to drive around constantly in the car. This community is gated and seems like a really fun place to actually buy a vacation home. Actually, while we were there we looked into it and might be doing the same thing that this particular person is offering on TripAdvisor as well! First of all, the house was just absolutely amazing... Bigger than my own home even. It was just me, my son and my husband and our house was absolutely humongous. We actually had thought we would have another family with us but it fell through. Everything was clean and perfect. There were many things like dishwasher, laptop, printer, hair dryer, straightener, toiletries, food! When we arrived, we already had some basic needs that were furnished To Us by the owners. It was such a treat to see that they really cared about us to furnish those things! There was a perfect screened in porch out the back over looking a little bit of a water marsh where we got to watch the birds everyday. The wildlife in our particular yard was extremely delightful. From frogs to lizards two birds two cranes we had an amazing time when we were relaxing at home. To my delight, there were also three swimming pools in the complex. One of the pools were in the middle of the community which was right down the street from our home, then there were two others inside the clubhouse which were also fantastic. We really enjoyed the hot tub and sitting underneath the shelter when it started to rain. Since I knew it would be very hot and we would be extremely exhausted, I asked for a maid service halfway through our vacation and I'm so happy I did. It was nice to come home after dinner to a 100% clean house with clean towels and everything perfect. I recommend that you get the service as the cleaning lady does an excellent job! The next time we booked our Walt Disney World vacation I will be using this home again without a doubt. Even though we stayed 7 days, we still did not get to see everything that we wanted to. Next time we come down we are doing 10 to 12 days for sure and cannot wait to come back to Vista Del Lago. I was really surprised on how many friends we made while we were there!! If you are looking for a family home that could easily sleep 7 people, please do yourself a favor and book this, you will be so glad that you did!!

Responds fast! avg. 1 hour 20 minutes

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Price per night from

$189

Please contact for bookings ,last minute deals available

Kissimmee house

3 bedrooms / 3 bathrooms / sleeps 8

“Excellent” From our first conversation with the owner , Micheal we were completely satisfied. The home was exactly as listed. A beautiful home with so much. Always felt comfortable talking with the owner who was so helpful. Already booked for next year. The pool was awesome. We love Windsor Palms.

Responds fast! avg. 12 minutes

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Price per night from

$111

❤️ Capture Those Magical Memories ❤️ Peaceful Lakeside Haven

Kissimmee house

3 bedrooms / 3 bathrooms / sleeps 8

Responds fast! avg. 1 hour 20 minutes

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Price per night from

$189

✿Secret Home of Love+Fun | Charming & Beautiful Retreat | Everything Pleasing!✿

Kissimmee townhouse

4 bedrooms / 3 bathrooms / sleeps 10

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$83

Unique 5 Star Home - Private Pool, Free SOLAR Pool heat, WIFI, BBQ, Disney

Kissimmee house

3 bedrooms / 2 bathrooms / sleeps 7

“Violet lane” Home was clean and charming.We enjoyed the pool and privacy greatly. Owner thought of most anything we may need, except one; toilet paper. This was our first time staying in a private home rather than a hotel so perhaps it isn’t a given but if we had known, it would have saved us an immediate trip to store. I cannot speak for other guests but felt that not starting laundry, despite stating was not mandatory, not doing so may affect my deposit. A few other minor issues: missing ping pong table, “key?” to working slot machines, how, or if, the ice maker worked and where the garage door opener was located(we did find on the furnace in the garage the day before we left), and whether the swinging chair was safe to use, despite the crack, may have been problems easily remedied with a phone call but ultimately not important enough to bother owner and take time away from us. Not meant to be a negative review, it is not. Overall, we had a lovely time and would stay again. However, it seemed important to be honest in regard to our experience.

Responds fast! avg. 2 hours 7 minutes

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Price per night from

$150

**2BR/2Bath Condo Near Disney–gated resort, free Wifi & parking

Kissimmee condo

2 bedrooms / 2 bathrooms / sleeps 6

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Price per night from

$103

3 bedroom Luxury Condo near Disney Orlando/ Kissimmee - Windsor Hills Resort

Kissimmee apartment

3 bedrooms / 2 bathrooms / sleeps 8

Responds fast! avg. 12 minutes

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Price per night from

$105

GATED RESORT Heated Pool/Jacuzzi, TIKI Bar, GYM, 4 BR with private pool, WiFi

Kissimmee house

4 bedrooms / 3 bathrooms / sleeps 8

Responds fast! avg. 1 hour 37 minutes

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Price per night from

$126

★Special Home For Special You★At Coral Cay Resort★

Kissimmee townhouse

4 bedrooms / 3 bathrooms / sleeps 10

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$81

⭐Simple Town Home - Best Deal - Nearby Walt Disney World, Universal, Seaworld⭐

Kissimmee townhouse

4 bedrooms / 3 bathrooms / sleeps 8

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$83

To Infinity & Beyond - Wonderful family vacation home just 1.5 miles to Disney!!

Kissimmee townhouse

3 bedrooms / 3 bathrooms / sleeps 8

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Price per night from

$107

New Luxury Villa Europa Pool Home /PC&Scan / at West-side /10 min to Disney

Kissimmee house

4 bedrooms / 4 bathrooms / sleeps 10

Responds fast! avg. 2 hours 21 minutes

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Price per night from

$283

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